Virgin Voyages

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Basseterre, Saint Kitts

Nov 15, 2026 → Nov 25, 2026 • Miami ↔

Lowest in 90 days $100 below typical
$1,290 · $129/night · typical price · ↓7% below typical

Explora III

14-night Eastern Caribbean Loop via Providenciales, Puerto Plata & Road Bay

Nov 8, 2026 → Nov 22, 2026 • Miami ↔

Lowest in 30 days $575 below typical
$9,185 · $656/night · typical price · ↓6% below typical
Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

7-night Eastern Caribbean Loop via Nassau & Charlotte Amalie, Saint Thomas

Feb 28, 2027 → Mar 7, 2027 • Miami ↔

$125 below typical
$949 · $136/night · good value · ↓12% below typical
Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

7-night Eastern Caribbean Loop via Nassau & Charlotte Amalie, Saint Thomas

Mar 21, 2027 → Mar 28, 2027 • Miami ↔

$134 below typical
$988 · $141/night · good value · ↓12% below typical
Phoenix Reisen

MS Aurelia • Phoenix Reisen

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Tortola & Philipsburg

Oct 27, 2028 → Nov 8, 2028 • Miami → Bridgetown

Lowest in 180 days $370 below typical
$5,749 · $479/night · typical price · ↓6% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

$80 below typical
$559 · $80/night · good value · ↓13% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

$91 below typical
$599 · $86/night · good value · ↓13% below typical

Vista

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Nov 13, 2028 → Nov 25, 2028 • Miami ↔

Lowest in 180 days $300 below typical
$4,899 · $408/night · typical price · ↓6% below typical
Oceania Cruises

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days
$8,299 · $268/night · typical price · ↓3% below typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

11-night Eastern Caribbean Loop via Puerto Plata, San Juan & Charlotte Amalie, Saint Thomas

Feb 19, 2028 → Mar 1, 2028 • Miami ↔

Lowest in 180 days
$5,299 · $482/night · typical price · ↓2% below typical
Emerald Cruises

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Nov 27, 2027 → Dec 4, 2027 • Saint John's → San Juan

$657 below typical
$6,178 · $883/night · typical price · ↓10% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Jul 31, 2027 → Aug 7, 2027 • San Juan ↔

Lowest in 30 days
$916 · $131/night · typical price · ↓5% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Nov 8, 2026 → Nov 15, 2026 • San Juan ↔

$66 below typical
$604 · $86/night · typical price · ↓10% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Oct 23, 2027 → Oct 30, 2027 • San Juan ↔

Lowest in 180 days
$663 · $95/night · typical price · ↓4% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

$61 below typical
$579 · $83/night · typical price · ↓10% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Oct 9, 2027 → Oct 16, 2027 • San Juan ↔

Lowest in 180 days
$671 · $96/night · typical price · ↓3% below typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

$727 below typical
$11,575 · $827/night · typical price · ↓6% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Jul 3, 2027 → Jul 10, 2027 • San Juan ↔

Lowest in 180 days
$946 · $135/night · typical price · ↓2% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

$51 below typical
$589 · $84/night · typical price · ↓8% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Feb 12, 2028 → Feb 19, 2028 • San Juan ↔

Lowest in 180 days
$757 · $108/night · typical price · ↓1% below typical